Enantioselective Synthesis of 4‐Isoxazolines by 1,3‐Dipolar Cycloadditions of Nitrones to Alkynals Catalyzed by Fluorodiphenylmethylpyrrolidines |
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Authors: | José Alemá n,Alberto Fraile,Leyre Marzo,José Luis Garcí a Ruano,Cristina Izquierdo,Sergio Dí az‐Tendero |
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Abstract: | The first organocatalytic enantioselective 1,3‐dipolar reaction between nitrones and alkynals catalyzed by (S)‐2‐(fluorodiphenylmethyl)pyrrolidine to give 4‐isoxazolines (2,3‐dihydroisoxazoles) with high enantiomeric excess, excellent yields and low catalyst loading (1–5 mol%) is presented. The catalytic loading could be reduced to 1 mol% with only slight increases in reaction times. |
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Keywords: | [3+2] cycloaddition reactions 2,3‐dihydroisoxazoles iminium ions 4‐isoxazolines organocatalysis |
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